Summary

IMPPAT Phytochemical identifier: IMPHY000933

Phytochemical name: Ingenol 3,20-dibenzoate

Synonymous chemical names:
ingenol-3,20-dibenzoate

External chemical identifiers:
CID:442043, ChEMBL:CHEMBL2165713, ChEBI:5923, ZINC:ZINC000100901395, SureChEMBL:SCHEMBL18873016

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Chemical structure information

SMILES:
O=C(c1ccccc1)OCC1=C[C@H]2[C@H]3[C@H](C3(C)C)C[C@H]([C@]3([C@@]([C@@H]1O)(O)[C@@H](OC(=O)c1ccccc1)C(=C3)C)C2=O)C

InChI:
InChI=1S/C34H36O7/c1-19-17-33-20(2)15-25-26(32(25,3)4)24(28(33)36)16-23(18-40-30(37)21-11-7-5-8-12-21)27(35)34(33,39)29(19)41-31(38)22-13-9-6-10-14-22/h5-14,16-17,20,24-27,29,35,39H,15,18H2,1-4H3/t20-,24+,25-,26+,27-,29+,33?,34+/m1/s1

InChIKey:
GIMKEHNOTHXONN-HNIMUKOUSA-N

DeepSMILES:
O=Ccccccc6))))))OCC=C[C@H][C@H][C@H]C3C)C))C[C@H][C@][C@@][C@@H]%10O))O)[C@@H]OC=O)cccccc6))))))))C=C5)C))))C7=O)))C

Functional groups:
CC(C)=CC, CC(C)=O, CO, cC(=O)OC

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Molecular scaffolds

Scaffold Graph/Node/Bond level:
O=C(OCC1=CC2C(=O)C3(C=CC(OC(=O)c4ccccc4)C3C1)CCC1CC12)c1ccccc1

Scaffold Graph/Node level:
OC(OCC1CC2C3CC3CCC3(CCC(OC(O)C4CCCCC4)C3C1)C2O)C1CCCCC1

Scaffold Graph level:
CC(CCC1CC2C3CC3CCC3(CCC(CC(C)C4CCCCC4)C3C1)C2C)C1CCCCC1

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Chemical classification

ClassyFire Kingdom: Organic compounds

ClassyFire Superclass: Lipids and lipid-like molecules

ClassyFire Class: Prenol lipids

ClassyFire Subclass: Diterpenoids

NP Classifier Biosynthetic pathway: Terpenoids

NP Classifier Superclass: Diterpenoids

NP Classifier Class: Ingenane diterpenoids, Tetracyclic diterpenoids

NP-Likeness score: 2.171

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Chemical structure download